Thermoplastic resin and molded body containing thermoplastic resin

Abstract

Provided is: a thermoplastic resin having excellent properties for optical applications and the like, including, for example, properties such as refractive index and chromatic aberration; and a molded article and the like containing such a thermoplastic resin. As a means for solving the above problem, the present invention provides a thermoplastic resin comprising: a silane constituent unit (S) having a prescribed structure; an ester constituent unit (I) represented by formula (I); and a diol constituent unit (A). (R 1 and R 2 in general formula (1) and R 1 , R 2 , R i , R ii , a, b, m, and n in formula (1) are each as described in the specification)

1 . A thermoplastic resin comprising:
 a silane constituent unit (S), which is a constituent unit derived from at least any silane compound of   a dialkoxysilane compound including at least any of a dialkyldialkoxysilane, a diaryldialkoxysilane, and a monoalkylmonoaryldialkoxysilane,   a diaryloxysilane compound including at least any of a dialkyldiaryloxysilane, a diaryldiaryloxysilane, and a monoalkylmonoaryldiaryloxysilane, and   a monoalkoxymonoaryloxysilane compound including at least any of a dialkylmonoalkoxymonoaryloxysilane, a diarylmonoalkoxymonoaryloxysilane, and a monoalkylmonoarylmonoalkoxymonoaryloxysilane compound;   an ester constituent unit (I) derived from a dicarboxylic acid, monocarboxylic acid monoester, or carboxylic acid diester represented by the following general formula (1):   
       
         
           
           
               
               
           
         
         wherein R 1  and R 2  each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, an alkyl group having 1 to 6 carbon atoms and optionally having a substituent, or an aryl group having 6 to 20 carbon atoms and optionally having a substituent, which optionally contains a heterocycle atom selected from O, N, and S, an alkenyl group having 2 to 6 carbon atoms and optionally having a substituent, an alkoxy group having 1 to 6 carbon atoms and optionally having a substituent, or an aralkyl group having 7 to 17 carbon atoms and optionally having a substituent, 
         a and b each independently represent an integer of 0 to 5, 
         n and m each independently represent an integer of 1 to 5, and 
         R i  and R ii  each independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms; and 
         a diol constituent unit (A) including at least any of a dinaphthalene constituent unit (N) derived from a monomer represented by the following general formula (2) and a fluorene constituent unit (F) derived from a monomer represented by the following general formula (3): 
       
       
         
           
           
               
               
           
         
         wherein R a  and R b  are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms and optionally having a substituent, an alkoxyl group having 1 to 20 carbon atoms and optionally having a substituent, a cycloalkyl group having 5 to 20 carbon atoms and optionally having a substituent, a cycloalkoxyl group having 5 to 20 carbon atoms and optionally having a substituent, an aryl group having 6 to 20 carbon atoms and optionally having a substituent, a heteroaryl group having 6 to 20 carbon atoms and optionally having a substituent, which contains one or more heterocycle atoms selected from O, N, and S, an aryloxy group having 6 to 20 carbon atoms and optionally having a substituent, and —C≡C—R h , 
         R h  represents an aryl group having 6 to 20 carbon atoms and optionally having a substituent, or a heteroaryl group having 6 to 20 carbon atoms and optionally having a substituent, which contains one or more heterocycle atoms selected from O, N, and S, 
         X represents a single bond or a fluorene group optionally having a substituent, 
         A and B each independently represent an alkylene group having 1 to 5 carbon atoms and optionally having a substituent, 
         m and n each independently represent an integer of 0 to 6, and 
         a and b each independently represent an integer of 0 to 10, and 
       
       
         
           
           
               
               
           
         
         wherein R c  and R d  are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms and optionally having a substituent, an alkoxyl group having 1 to 20 carbon atoms and optionally having a substituent, a cycloalkyl group having 5 to 20 carbon atoms and optionally having a substituent, a cycloalkoxyl group having 5 to 20 carbon atoms and optionally having a substituent, and an aryl group having 6 to 20 carbon atoms and optionally having a substituent, 
         Y 1  represents a fluorene group, 
         A and B each independently represent an alkylene group having 1 to 5 carbon atoms and optionally having a substituent, 
         p and q each independently represent an integer of 0 to 4, and 
         a and b each independently represent an integer of 0 to 10. 
       
     
     
         2 . The thermoplastic resin according to  claim 1 , wherein a content of the silane constituent unit (S) is 5 to 50% by mol based on a total number of moles of all constituent units in the thermoplastic resin. 
     
     
         3 . The thermoplastic resin according to  claim 1 , wherein a content of the ester constituent unit (I) is 3 to 45% by mol based on a total number of moles of all constituent units in the thermoplastic resin. 
     
     
         4 . The thermoplastic resin according to  claim 1 , wherein a content of the diol constituent unit (A) is 30 to 70% by mol based on a total number of moles of all constituent units in the thermoplastic resin. 
     
     
         5 . The thermoplastic resin according to  claim 1 , wherein a molar ratio between the fluorene constituent unit (F) and the dinaphthalene constituent unit (N) in the diol constituent unit (A) is 5:95 to 95:5. 
     
     
         6 . The thermoplastic resin according to  claim 1 ,
 wherein the silane constituent unit (S) has a —OSi(R 1 R 2 )O— moiety, and   R 1  and R 2  are each independently an alkyl group having 1 to 20 carbon atoms and optionally having a substituent or an aryl group having 6 to 30 carbon atoms and optionally having a substituent.   
     
     
         7 . The thermoplastic resin according to  claim 6 , wherein R 1  and R 2  in the silane constituent unit (S) are each independently selected from a methyl group, an ethyl group, and a phenyl group optionally having a substituent. 
     
     
         8 . The thermoplastic resin according to  claim 1 , wherein the ester constituent unit (I) is ester-bonded to the diol constituent unit (A) in the thermoplastic resin. 
     
     
         9 . The thermoplastic resin according to  claim 1 , wherein the silane constituent unit (S) is (silyl) ether-bonded to the diol constituent unit (A) in the thermoplastic resin. 
     
     
         10 . The thermoplastic resin according to  claim 1 , wherein the compound of the general formula (2) includes any of BNE, 2NBN, and DPBN. 
     
     
         11 . The thermoplastic resin according to  claim 1 , wherein the compound of the general formula (3) includes any of BNEF, BPPEF, and BPEF. 
     
     
         12 . The thermoplastic resin according to  claim 1 , wherein the thermoplastic resin has a weight average molecular weight (Mw) in terms of polystyrene of 5,000 to 100,000. 
     
     
         13 . The thermoplastic resin according to  claim 1 , wherein the thermoplastic resin has a refractive index (nd) of 1.640 to 1.700. 
     
     
         14 . The thermoplastic resin according to  claim 1 , wherein the thermoplastic resin has an Abbe number (vd) of 16.0 to 24.0. 
     
     
         15 . The thermoplastic resin according to  claim 1 , wherein the thermoplastic resin has a Tg of 105 to 170° C. 
     
     
         16 . A molded body comprising the thermoplastic resin according to  claim 1 . 
     
     
         17 . The molded body according to  claim 16 , wherein the molded body is an optical lens. 
     
     
         18 . A method for producing the thermoplastic resin according to  claim 1 , comprising performing:
 a first stage polymerization reaction in which the dicarboxylic acid, monocarboxylic acid monoester, or carboxylic acid diester represented by the formula (1) for forming the ester constituent unit (I); and the monomer represented by the above formula (2) and/or the monomer represented by the above formula (3) for forming the diol constituent unit (A) are polymerized; and   a second stage polymerization reaction in which the silane compound for forming the silane constituent unit (S) is added for polymerization to a reaction system obtained by the first stage polymerization reaction.   
     
     
         19 . The method for producing the thermoplastic resin according to  claim 18 , wherein the second stage polymerization reaction is performed by adding a catalyst together with the silane compound to the reaction system obtained by the first stage polymerization reaction.